"Happy 18
th
birthday Jay, how is my favorite stepbrother doing?"
"Hi Bee, I'm okay I guess. It is disappointing that Jane, my girlfriend, is not going to be here to celebrate today. I am looking forward to the family getting together tonight. I suppose I will just hang out here by the pool until Mum and Dad come back from picking people up from the airport."
"It could be a bit quiet with just the two of us. Can I join you out here by the pool? I was going to ask you how it is going with Jane. You seem really close is everything progressing as you would want? I know I am your stepsister but I can remember my first couple of boyfriends and how little we understood about each other."
"Well it is kind of going ok I guess. Like just about all my friends who have girlfriends I would like it to be more physical, you know sexual. It is difficult to know what Jane wants. I don't want to frighten her off but I would like to, well you know."
"Yes I know what you are saying. The first thing to say is if you don't know what she wants it is simple, ask her. She might well feel exactly the same as you. I know I was ready to get much more physical with my second boyfriend way before he plucked up the courage. I know you think you want the relationship to be more physical but are you confident that you would know what to do if it did?"
"I guess thinking about it I am kind of scared as I don't know much more about girls' bodies than what we are taught in biology. I thought we could kind of make it up as we go along."
"There is nothing wrong with learning together in fact it is really nice. I am not sure I should say this but when I was your age your older brother sat me down and asked me the same questions as I am asking you. When I admitted similar frustrations to those you are saying he offered to show me how both his and my body worked. It was kind of strange but it helped me have confidence and my relationship with my boyfriend was transformed in days."
"What do you mean by him showing you how his and your bodies worked? Do you mean you had sex together?"
"Let's not worry about that at the moment. I would be happy to talk about anything you wish and maybe show you enough to help you be confident in offering Jane a more physical relationship. This would have to remain strictly between you and me, are you clear about that?"
"I understand I would not want to tell anyone. Well actually that is not true I would love to tell my friends who think you are really hot, but I promise I never will. Can you tell me what you enjoy when having sex with Max?'"
"One of the best things is spending time touching every part of each other. We still find completely new ways of exciting each other. I don't think there is anything I haven't enjoyed when it is done in a loving way. We have tried a few, what I would call, more advanced things that we discussed before trying. One or two we agreed didn't do much for us but others we now do regularly."
"What do you mean by more advanced things?"
"I think you may be wanting to run before you can walk. I don't think you are ready for the likes of spanking and bondage yet. Let's talk about things like what you would like to do with Jane. Has she seen you naked or played with your penis, your cock?"
"No she has only felt it through my trousers. It was really nice but I am not sure why it stopped there. She has only let me feel her boobs and pussy through her bra and panties."
"I suspect that you were both enjoying exploring each other, but also both nervous. Are you really confident to let Jane see and feel your cock? Be honest with yourself."
"I had never thought about that. I was loving what she was doing but maybe I was scared to go further. How did you know that?"
"I remember getting really excited when my boyfriend was fingering me through my panties the first time. I wanted him to take them off and excite me even more. I was also scared and stopped him even though it was lovely. It comes down to being happy and confident with your own body. You have a great body, I haven't seen you cock but I am sure you have no problems there if your brother is anything to go by."
"My cock is bigger than most of the boys at school. Well there is one boy with one that is huge."
"The boy that is huge probably is more insecure about it than boys with more normal ones. It is a myth that girls only like huge cocks. The only friend of mine who has encountered a huge cock said it was far too painful to enjoy it. You need to get comfortable with all your body particularly your prick before you can expect to be comfortable with Jane enjoying it."
"How can I get comfortable with my body? It is fine when I am by myself. I am uncomfortable around the other boys when we are naked."